Trifluoroacetic acid → HCID 178461903, compound

Participants

Reaction Steps

To a solution of 4-{2-[(S)-1-(9H-purin-6-ylamino)ethyl]benzoimidazol-1-yl}piperidine-1-carboxylic acid tertbutyl ester 112 (101 mg, 0.218 mmol) in DCM (3 mL) was added TFA (1 mL) and the mixture was stirred at RT for 2 h. The reaction mixture was loaded onto an Isolute® SCX-2 cartridge which was washed with MeOH and the product eluted with 2M NH3/MeOH. The product containing fractions were combined and concentrated under reduced pressure. The resulting residue was purified by column chromatography (Si—PCC, gradient 0-20% 2M NH3/MeOH in DCM) affording 113 as a white solid (68 mg, 86%). LCMS: RT 1.65 min [M+H]+ 363.1. 1H NMR (CDCl3, 400 MHz): δ 8.34 (1H, s), 7.88 (1H, s), 7.75-7.65 (3H, m), 7.27-7.19 (3H, m), 6.01 (1H, br), 4.80-4.70 (1H, m), 3.39-3.38 (1H, m), 3.37-3.30 (1H, m), 3.19-3.09 (1H, m), 2.89-2.38 (3H, m) 1.99-1.70 (6H, m)

Provenance & Evidence